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Nothing is known about what happened to Waylon during the early days of the apocalypse. At some point, he ended up at Midway, where he worked as a builder and a carpenter. He presumably built many structures for the community, including the fences surrounding the perimeter.

Waylon first appears when Henry shows newcomers Jai, Sean, Shiro, Aimi and Javier a fenced-off area where Midway's tools and weapons are made. Just then, Waylon, who works there as a carpenter, comes out of his tent and introduces himself. After the group depart Henry tells Waylon that his old friends are good people and strong fighters and that they'll make great additions to their community. Waylon is glad and states that the current lot at Midway aren't exactly chummy. Henry disputes this just as an angry Donna turns up and demands to talk to Henry.

When most of the residents of Midway go to attend a meeting in Victoria, Waylon is one of the few to remain behind. He later alerts Donna, Georgie, and Calvin when he spots smoke from afar. The trio then go to investigate as Waylon remains at Midway, possibly to keep an eye on Beatrice.

When a meeting between Midway and another group is ambushed by Blaine Monteghue, several survivors are killed and injured. Waylon is present when Henry addresses the community, where he tells them what happened and swears vengeance.

When Henry departs Midway to come up with a plan to attack Victoria, he asks Waylon to pass on a message to Elaine for him. Waylon tells her he said goodbye, causing her to leave town to go after him. This ultimately saves her life as seconds later a bomb planted by Blaine is detonated, destroying the town and killing Waylon and several others instantly.